Pittsfield Holidays

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    Better together

    Save up to €185 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Pittsfield

The Marx Hotel
The Marx Hotel
2.5 out of 5
55 Market St, Oneonta, NY
Fully refundableReserve now, pay when you stay
The price is €173 per night from 15 Jul to 16 Jul
€173
15 Jul - 16 Jul
includes taxes & fees
7/10 Good! (1,007 reviews)
"Excellent downtown location, walkable to restaurants, shops, and bars. Also easily walkable to college campuses. Price was high for the amenities, but it was all about the location."

Reviewed on 30 Jun 2025

The Marx Hotel
Best Western Cooperstown Inn & Suites
Best Western Cooperstown Inn & Suites
2.5 out of 5
50 Commons Drive, Cooperstown, NY
Fully refundableReserve now, pay when you stay
The price is €236 per night from 28 Jul to 29 Jul
€236
28 Jul - 29 Jul
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
"The sink and tub did not drain. The room was otherwise clean and comfortable. The beds and pillows were very comfortable. My kids enjoyed the pool."

Reviewed on 12 Jul 2025

Best Western Cooperstown Inn & Suites
Red Roof Inn Norwich
Red Roof Inn Norwich
2 out of 5
75 N Broad St, Norwich, NY
Fully refundableReserve now, pay when you stay
The price is €100 per night from 20 Jul to 21 Jul
€100
20 Jul - 21 Jul
includes taxes & fees
8.2/10 Very Good! (277 reviews)
Pleasant stay
"Easy check in/out. Clean. Informative and helpful front desk👍👍 My only 2 criticisms would be that the bathroom sink water would not get hot and the shower water temps were great but water pressure was weak."

Reviewed on 13 Jul 2025

Red Roof Inn Norwich
See all 979 properties in Pittsfield
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Pittsfield holiday package cost?
You'll find cheap prices on Expedia for your Pittsfield escape. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your holiday to Pittsfield costs.
What are the cheapest months to go to Pittsfield?
To score cheap Pittsfield holiday packages, organise your trip outside of peak periods such as public holidays. You'll typically find better availability and lower prices for flights and hotels.
How many days is enough for Pittsfield?
With a well-organised itinerary, you can easily hit the top Pittsfield attractions in a few days. But if you prefer to discover hidden gems or go on day trips, think about booking your Pittsfield holiday for longer.
How to find the best Pittsfield package deals?
Begin your search for a Pittsfield package deal by entering your travel dates and destination under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Pittsfield package deal right away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Pittsfield getaway off to a flying start.
Is it cheaper to book a Pittsfield holiday as a package?
An Expedia holiday package could land you great savings when compared to booking accommodation and flights separately. Better still, you can tailor your Pittsfield escape to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Pittsfield?
If you're planning a spur-of-the-moment Pittsfield getaway, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Pittsfield?

  1. Choose your travel dates: What you'd like to do in Pittsfield and your preferred season will help you decide when to go.
  2. Plan your budget wisely: Besides the cost of your stay, you should consider other expenses. These include flights, food and transportation. Also, put aside a little extra for unexpected expenses that could arise during your trip to Pittsfield.
  3. Determine how many days away: Start by compiling a list of the activities and sights you want to experience in Pittsfield. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your airfare and accommodation: After you've settled on your dates and duration, book the perfect Pittsfield holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.